18,296

Holiday, FL Homes

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  • /53

    $585,000

    • 4 Beds
    • 2.5 Baths
    • 2,861 Sq Ft

    2210 Bayou Dr, Holiday, FL 34691

    Spacious Family Home with Pooland Modern Amenities. Welcome to your dream home! This spacious and inviting residence offers an ideal blend ofcomfort, style, and functionality. Perfectly designed for family living and entertaining, thishouse boasts an array of features that cater to every need.Luxurious Primary Suite. The primary bedroom is a true retreat, featuring a whirlpool

    Agent Photo

    Peter Ingrasselino

    DEAL HOUSE REALTY LLC

    (727) 228-3981

    2210 Bayou Dr, Holiday, FL 34691
  • /12

    $1,175 per month

    • 2 Beds
    • 1 Bath
    • 870 Sq Ft
    • Condo for Rent

    3415 Tricon Ln Unit 24, Holiday, FL 34691

    2/1 Condominium in Holiday, This 2-bedroom second floor unit boasts an open floor plan with tile floors throughout, both bedrooms are located on the east side of the unit connected by a hallway with extra closet space. The condo features a galley style kitchen with a breakfast bar that opens to an ample size living/dining area & a balcony that has northern exposure with a view of the common

    Plamen Petkov 1 REALTY GROUP LLC

    3415 Tricon Ln Unit 24, Holiday, FL 34691
  • /2

    $240,000 Sold Apr 25, 2025

    4733 Bonton Dr, Holiday, FL 34690

    • 2 Beds
    • 1 Bath
    • 1,046 Sq Ft
    • Built 1964

    Last Sold Summary

    • 2% Below List Price
    • $229/SF
    • 12 Days On Market

    Current Estimated Value $236,354

    Last Listing Agent Mark Hangen MIHARA & ASSOCIATES INC.

    4733 Bonton Dr, Holiday, FL 34690
    • /25

      Est $467,743 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 2,259 Sq Ft

      3348 Gina Ct, Holiday, FL 34691

      3348 Gina Ct, Holiday, FL 34691
  • /5

    $585,000 New Construction

    • 4 Beds
    • 2 Baths
    • 1,713 Sq Ft

    1318 Classic Dr, Holiday, FL 34691

    Pre-Construction. To be built. Gated WATERFRONT LOT in the Holiday! This 8.75 acre lot sits on 6.75 acres lake, 2 acres land and priced to sell. Zoned for R4, the property in near Lake Nash situated in Lake Holiday Estates neighborhood. Peaceful and private! Delineation map completed - 1.6 upland area! Builder Disclosure:This is a pre-construction opportunity offered in partnership with

    Mary Giasevits

    TRADEWIND PROPERTIES

    (727) 855-3301

    1318 Classic Dr, Holiday, FL 34691
  • /20

    $1,500 per month

    • 2 Beds
    • 1 Bath
    • 1,150 Sq Ft
    • House for Rent

    3627 Annona Ct, Holiday, FL 34691

    Property Id: 2237417Looking for a comfortable place to call home? This well-kept 2-bedroom, 1-bathroom house sits on a spacious corner lot in a quiet, peaceful neighborhood—perfect for anyone seeking privacy and convenience.Property Features:* Bright, open living area* Two comfortable bedrooms with ample closet space* Updated bathroom* Large corner yard with room

    3627 Annona Ct, Holiday, FL 34691
  • /43

    $122,960 Sold Mar 12, 2025

    3307 Chatford Dr, Holiday, FL 34690

    • 2 Beds
    • 2 Baths
    • 840 Sq Ft
    • Built 1979

    Last Sold Summary

    • 3% Above List Price
    • $146/SF
    • 6 Days On Market

    Last Listing Agent Diane Costello CHARLES RUTENBERG REALTY INC

    3307 Chatford Dr, Holiday, FL 34690
    • /22

      Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 864 Sq Ft

      2039 Kahala Dr, Holiday, FL 34691

      2039 Kahala Dr, Holiday, FL 34691
  • /22

    $218,500

    • 2 Beds
    • 1.5 Baths
    • 1,090 Sq Ft

    3907 Luma Dr, Holiday, FL 34691

    Welcome to this quaint 2-bedroom, 1.5-bath home, perfectly blending charm and functionality. With fresh exterior paint, a new roof installed in 2019, and a new A/C in 2020, this residence offers peace of mind and move-in ready comfort. Step inside to an inviting open floor plan that creates a spacious feel in the main living area. A versatile bonus room provides additional living space and leads

    Monica Karcz REDFIN CORPORATION

    3907 Luma Dr, Holiday, FL 34691
  • /14

    $2,000 per month

    • 3 Beds
    • 2 Baths
    • 1,434 Sq Ft
    • House for Rent

    3331 Rock Valley Dr, Holiday, FL 34691

    Discover the timeless appeal of this meticulously renovated 3-bedroom, 2-bathroom home, complete with an oversized 1-car garage, nestled in the desirable Beacon Square neighborhood. The home radiates charm, featuring classic design elements that create a warm and inviting atmosphere throughout. Enjoy relaxing moments on the covered, screened-in front porch, perfect for sipping morning coffee or

    Charles Ulatowski SUNCOAST GROUP REALTORS LLC

    3331 Rock Valley Dr, Holiday, FL 34691
  • /2

    $185,000 Sold Oct 03, 2025

    3529 Windham Dr, Holiday, FL 34691

    • 2 Beds
    • 1.5 Baths
    • 848 Sq Ft
    • Built 1967

    Last Sold Summary

    • 13% Below List Price
    • $218/SF
    • 254 Days On Market

    Last Listing Agent Phuong Huynh KELLER WILLIAMS REALTY- PALM H

    3529 Windham Dr, Holiday, FL 34691
    • /27

      Est $362,773 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,740 Sq Ft

      2200 Parrot Fish Dr, Holiday, FL 34691

      2200 Parrot Fish Dr, Holiday, FL 34691
  • /39

    $207,000

    • 2 Beds
    • 2 Baths
    • 1,258 Sq Ft

    4111 Moog Rd, Holiday, FL 34691

    PRICE IMPROVEMENT!!! Back on the market due to the previous buyer’s unforeseen circumstances, this cozy 2-bedroom, 2-bath Holiday home is ready to welcome you! Move-in ready and full of charm, the 1,258 sq ft layout features fresh flooring, new paint, stylish ceiling fans, and updated bathrooms—leaving only the kitchen awaiting your personal touch. Inside, you’ll enjoy three distinct living

    Laney Balis ALIGN RIGHT REALTY RIVERVIEW

    4111 Moog Rd, Holiday, FL 34691
  • /18

    $2,045 per month

    • 3 Beds
    • 2.5 Baths
    • 1,634 Sq Ft
    • House for Rent

    5172 Forum Blvd, Holiday, FL 34690

    Lease this home and get more from Invitation Homes professional property management. This home comes fully loaded with quality amenities, must-have services, high-end tech and ProCare® professional maintenance. Your estimated total monthly payment is $2214.90. That covers your base rent, $2045.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet

    5172 Forum Blvd, Holiday, FL 34690
  • /2

    $131,775 Sold Dec 27, 2024

    3609 Darlington Rd, Holiday, FL 34691

    • 3 Beds
    • 2 Baths
    • 1,368 Sq Ft
    • Built 1971

    Last Sold Summary

    • 39% Below List Price
    • $96/SF
    • 215 Days On Market

    Current Estimated Value $184,696

    Last Listing Agent Tony Kelly A BETTER LIFE REALTY

    3609 Darlington Rd, Holiday, FL 34691
    • /26

      Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,806 Sq Ft

      1936 Orange Dr, Holiday, FL 34691

      1936 Orange Dr, Holiday, FL 34691
  • /36

    $239,000 Pending

    • 3 Beds
    • 2 Baths
    • 1,232 Sq Ft

    3432 Devonshire Dr, Holiday, FL 34691

    Under contract-accepting backup offers. Welcome to this inviting 3-bedroom, 2-bath block home in the heart of Holiday! Featuring beautiful flooring throughout and a bright, open layout, this home is move-in ready and full of warmth. The spacious bedrooms offer plenty of comfort and flexibility, while the updated kitchen shines with stainless steel appliances and ample cabinet space. Gather in the

    Sandra Ceballos SILVER ROOTS REAL ESTATE GROUP

    3432 Devonshire Dr, Holiday, FL 34691
  • /17

    $2,100 per month

    • 3 Beds
    • 2 Baths
    • 1,522 Sq Ft
    • House for Rent

    5651 Canosa Dr, Holiday, FL 34690

    Beautiful Home! Step into comfort and convenience in this inviting 3 bedrooms and 2 baths residence.A solid Home with character and space in a quiet and convenient location near beaches , shops and parks. Move in ready! Call before it's gone!!

    Marissa Davila AXEN REALTY, LLC

    5651 Canosa Dr, Holiday, FL 34690
  • /2

    $300,000 Sold Sep 05, 2025

    2953 Jacob Crossing Ln, Holiday, FL 34691

    • 3 Beds
    • 2.5 Baths
    • 1,813 Sq Ft
    • Built 2020

    Last Sold Summary

    • 3% Below List Price
    • $165/SF
    • 13 Days On Market

    Current Estimated Value $306,390

    Last Listing Agent Richard Hannah CHARLES RUTENBERG REALTY INC

    2953 Jacob Crossing Ln, Holiday, FL 34691
    • /80

      Est $456,424 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,899 Sq Ft

      3014 Bluff Blvd, Holiday, FL 34691

      3014 Bluff Blvd, Holiday, FL 34691
  • /18

    $199,000

    • 2 Beds
    • 1 Bath
    • 988 Sq Ft

    3437 Wiltshire Dr, Holiday, FL 34691

    Welcome to 3437 Wiltshire Drive, an updated and move-in ready 2-bedroom, 2-bath, 1-car garage home in the heart of Holiday.Every detail has been refreshed, offering comfort and style. Bonus room with closet that leads to the screened lanai and open-air patio that would be great for a BBQ! Major updates include a water heater in 2025, interior and exterior paint completed in 2024 and 2025, and

    Toni Benton KELLER WILLIAMS REALTY- PALM H

    3437 Wiltshire Dr, Holiday, FL 34691
  • /20

    $1,499 per month

    • 2 Beds
    • 2 Baths
    • 848 Sq Ft
    • House for Rent

    3509 Kingsbury Dr, Holiday, FL 34691

    Get 1 Month FREE Rent when you sign a 16-month lease today! Don't miss this opportunity to save big on your new home—limited-time offer. This updated 2-bedroom, 2-bathroom block home features a bright, open floor plan and a convenient location near local beaches, shopping, dining, and entertainment. With easy access to Tampa, Clearwater, and St. Petersburg, this home combines comfort and

    3509 Kingsbury Dr, Holiday, FL 34691
  • /2

    $175,000 Sold Aug 27, 2025

    3245 Salisbury Dr, Holiday, FL 34691

    • 2 Beds
    • 1 Bath
    • 792 Sq Ft
    • Built 1972

    Last Sold Summary

    • 8% Below List Price
    • $221/SF
    • 35 Days On Market

    Current Estimated Value $181,261

    Last Listing Agent Rachel Jackson BHHS FLORIDA PROPERTIES GROUP

    3245 Salisbury Dr, Holiday, FL 34691
    • /51

      Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,312 Sq Ft

      2032 Manoa Dr, Holiday, FL 34691

      2032 Manoa Dr, Holiday, FL 34691
  • /31

    $219,000

    • 2 Beds
    • 2 Baths
    • 1,151 Sq Ft

    2107 Harrison Dr, Holiday, FL 34691

    Priced to Sell! Here is your chance to stop renting and own a property at an affordable price. This is a beautiful, solid block construction home. It's move-in ready in a nice sidewalk neighborhood, includes 2-bedroom, 2-bath and a 1-car garage with a wide driveway for extra parking. All major appliances are there including washer and dryer. There are no HOA or CDD fees which help keep cost of

    Jansz Umboh LOKATION

    2107 Harrison Dr, Holiday, FL 34691
  • /16

    $1,735 per month

    • 3 Beds
    • 2 Baths
    • 1,308 Sq Ft
    • House for Rent

    5606 Andrea Dr, Holiday, FL 34690

    This pet-friendly home features modern finishes and a functional layout with ample kitchen storage, spacious living areas, and abundant natural light throughout. The private yard offers space suitable for gardening or outdoor relaxation. Conveniently located near schools, parks, dining, and local amenities. Technology-enabled maintenance services provide added convenience, and self-touring is

    Daniel Reyes MAIN STREET RENEWAL LLC

    5606 Andrea Dr, Holiday, FL 34690
  • /2

    $160,000 Sold Mar 06, 2025

    3741 Baden Dr, Holiday, FL 34691

    • 2 Beds
    • 2.5 Baths
    • 1,561 Sq Ft
    • Built 1974

    Last Sold Summary

    • 27% Below List Price
    • $102/SF
    • 54 Days On Market

    Current Estimated Value $340,464

    Last Listing Agent Steven Koleno BEYCOME OF FLORIDA LLC

    3741 Baden Dr, Holiday, FL 34691
    • /35

      Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 769 Sq Ft

      1901 Mary Ln, Holiday, FL 34690

      1901 Mary Ln, Holiday, FL 34690
  • /91

    $245,000 Pending

    • 2 Beds
    • 1 Bath
    • 936 Sq Ft

    1652 Debonair Dr, Holiday, FL 34690

    Step into this truly one-of-a-kind 2-bedroom, 1-bath home blends character, comfort, and tropical charm! From the moment you arrive, you’ll fall in love with the lush tropical landscaping and unique curb appeal that make this home stand out. Enjoy mornings or evenings on the oversized screened-in porch, with walkable corrugated ceiling and custom wood details is a true standout and includes a

    Michele DeVahle ALIGN RIGHT REALTY LLC

    1652 Debonair Dr, Holiday, FL 34690
  • /3

    $1,600 per month

    • 3 Beds
    • 1 Bath
    • 1,200 Sq Ft
    • House for Rent

    2050 Holiday Dr, Holiday, FL 34691

    Property Id: 2241164This charming single-family home features 3 bedrooms, 1 bathroom, and a fenced yard for small dogs and cats to play. Enjoy amenities such as a garage, washer/dryer hookups, and central A/C. Don't miss out on this cozy oasis for $1600/month, available starting 11/25/2025. Contact us now for a tour!

    2050 Holiday Dr, Holiday, FL 34691
  • /2

    $285,000 Sold Mar 21, 2025

    2406 Cool Rd, Holiday, FL 34690

    • 3 Beds
    • 2 Baths
    • 1,148 Sq Ft
    • Built 1966

    Last Sold Summary

    • 2% Below List Price
    • $248/SF
    • 2 Days On Market

    Current Estimated Value $285,368

    Last Listing Agent Gigi Gauthier TRUE REALTY GROUP

    2406 Cool Rd, Holiday, FL 34690
    • /40

      Not Listed For Sale

      • 2 Beds
      • 1.5 Baths
      • 672 Sq Ft

      2341 Lemur Dr, Holiday, FL 34690

      2341 Lemur Dr, Holiday, FL 34690
  • /38

    $289,900

    • 3 Beds
    • 2 Baths
    • 1,470 Sq Ft

    2349 Hama Dr, Holiday, FL 34691

    WELCOME HOME to this meticulously maintained 3-bedroom, 2-bath waterfront home in Holiday's sought-after Tahitian Homes community. The charming single-story residence offers an open layout with an updated kitchen! Enjoy tranquil Lake Conley views from the enclosed sunroom or step outside to your private backyard with a concrete seawall, ideal for relaxing by the water. The garage had previously

    Nora Dakaj BHHS FLORIDA PROPERTIES GROUP

    2349 Hama Dr, Holiday, FL 34691
  • /30

    $1,750 per month

    • 2 Beds
    • 2 Baths
    • 1,259 Sq Ft
    • House for Rent

    4032 Westwood Dr, Holiday, FL 34691

    Welcome to this adorable and affordable 2-bedroom, 2-bath rental home offering spacious, comfortable, and flexible living areas. This nicely updated property features both a separate living room and a generous family room, giving you plenty of space to relax, entertain, or set up a home office. The dedicated dining area is perfectly positioned off the kitchen, making mealtime comfortable and

    Celina Weathersby POWER REAL ESTATE GROUP LLC

    4032 Westwood Dr, Holiday, FL 34691
  • /2

    $150,000 Sold Nov 07, 2025

    3818 Cherrywood Dr, Holiday, FL 34691

    • 2 Beds
    • 1.5 Baths
    • 1,169 Sq Ft
    • Built 1969

    Last Sold Summary

    • 17% Below List Price
    • $128/SF
    • 6 Days On Market

    Last Listing Agent Christine Vielhauer PMI PALMS

    3818 Cherrywood Dr, Holiday, FL 34691
    • /32

      Est $136,773 Not Listed For Sale

      • 2 Beds
      • 1.5 Baths
      • 768 Sq Ft

      4331 Tahitian Gardens Cir Unit F, Holiday, FL 34691

      4331 Tahitian Gardens Cir Unit F, Holiday, FL 34691
  • /45

    $319,900 Pending

    • 2 Beds
    • 2 Baths
    • 1,555 Sq Ft

    2735 Plantain Dr, Holiday, FL 34691

    Under contract-accepting backup offers. NEW PRICE! Welcome to Key Vista Villas, a premier gated 55+ community where low-maintenance living meets resort-style amenities! This lovely single-family home offers 2 Bedrooms, 2 Bathrooms, a versatile Den, separate Dining Room, and 2-Car Garage. The primary suite features a generous walk-in closet, private bath and walk-in shower. The open-concept

    Nancy Dietrich REALTY ONE GROUP BEYOND

    2735 Plantain Dr, Holiday, FL 34691
  • /20

    $1,645 per month

    • 4 Beds
    • 2 Baths
    • 1,573 Sq Ft
    • House for Rent

    1535 Toledo St, Holiday, FL 34690

    PROMO: Get $200 Off Your First Full Month’s Rent!This 4-bedroom, 2-bathroom home offers a practical layout with central A/C and ceiling fans for comfort. The property includes a fenced backyard and a 1-car garage for convenient parking and storage.Property Features:-Laundry Hookups-Central A/C and ceiling fans-Fenced backyard-1-car garageLocation

    1535 Toledo St, Holiday, FL 34690
  • /2

    $325,000 Sold Jan 02, 2025

    2805 Narcissus Dr, Holiday, FL 34691

    • 3 Beds
    • 2 Baths
    • 1,216 Sq Ft
    • Built 1985

    Last Sold Summary

    • $267/SF
    • 4 Days On Market

    Current Estimated Value $317,232

    Last Listing Agent Jodi Avery KELLER WILLIAMS SOUTH TAMPA

    2805 Narcissus Dr, Holiday, FL 34691
    • /9

      Not Listed For Sale

      • 1 Bed
      • 1 Bath
      • 600 Sq Ft

      2139 Orange Dr, Holiday, FL 34691

      2139 Orange Dr, Holiday, FL 34691

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